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Merck
모든 사진(2)

문서

803863

Sigma-Aldrich

Schreiner′s Thiourea Catalyst

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95%

동의어(들):

N,N′−bis[3,5−bis(trifluoromethyl)phenyl]−Thiourea

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모든 사진(2)

About This Item

실험식(Hill 표기법):
C17H8F12N2S
CAS Number:
1060-92-0
Molecular Weight:
500.30
MDL number:
MFCD00829878
UNSPSC 코드:
12161600
PubChem Substance ID:
329768830
NACRES:
NA.22

Quality Level

100

분석

95%

형태

powder or crystals

반응 적합성

reagent type: catalyst

환경친화적 대안 제품 특성

Catalysis
Learn more about the Principles of Green Chemistry.

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170 °C

환경친화적 대안 카테고리

Aligned,

SMILES string

S=C(NC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1)NC2=CC(C(F)(F)F)=CC(C(F)(F)F)=C2

InChI

1S/C17H8F12N2S/c18-14(19,20)7-1-8(15(21,22)23)4-11(3-7)30-13(32)31-12-5-9(16(24,25)26)2-10(6-12)17(27,28)29/h1-6H,(H2,30,31,32)

InChI key

RWXWQJYJWJNJNW-UHFFFAOYSA-N

관련 카테고리

일반 설명

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애플리케이션

Thiourea catalyst, also known as Schreiner′s Thiourea, is commonly used as a hydrogen-bond donor in the activation of carbonyls, nitroolefins, imines etc.

기타 정보

N,N′-Bis[3,5-bis(trifluoromethyl)phenyl]thiourea: a privileged motif for catalyst development

픽토그램

Exclamation mark
GHS07

신호어

Warning

유해 및 위험 성명서

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

시험 성적서(COA)

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문서 라이브러리 방문

이미 열람한 고객

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N,N′-Diphenylthiourea 98%

Sigma-Aldrich

T28355

N,N′-Diphenylthiourea

Alexander Wittkopp et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 9(2), 407-414 (2003-01-18)
We examined the catalytic activity of substituted thioureas in a series of Diels-Alder reactions and 1,3-dipolar cycloadditions. The kinetic data reveal that the observed accelerations in the relative rates are more dependent on the thiourea substituents than on the reactants
Peter R Schreiner et al.
Organic letters, 4(2), 217-220 (2002-02-14)
[reaction: see text] A combination of NMR, IR, and ab initio techniques reveals the striking structural similarities of an exemplary H-bonded complex of an N-acyloxazolidinone with an N,N'-disubstituted electron-poor thiourea and the corresponding Lewis acid complex. Although the H-bond association
Stefan H Jungbauer et al.
Chemical communications (Cambridge, England), 50(47), 6281-6284 (2014-05-07)
Using a prototypical Diels-Alder reaction as benchmark, we show that dicationic halogen-bond donors are capable of activating a neutral organic substrate. By various comparison experiments, the action of traces of acid or of other structural features of the halogen-bond donor
Water-compatible hydrogen-bond activation: a scalable and organocatalytic model for the stereoselective multicomponent aza-Henry reaction.
Fabio Cruz-Acosta et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(49), 16550-16554 (2013-11-28)
Michael T Corbett et al.
Organic letters, 16(9), 2362-2365 (2014-04-22)
The stereoselective synthesis of trisubstituted 2-trifluoromethyl pyrrolidines by asymmetric Michael addition/hydrogenative cyclization is described. The direct organocatalytic addition of 1,1,1-trifluoromethylketones to nitroolefins proceeds under mild reaction conditions and low catalyst loadings to provide Michael adducts in high yield with excellent
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Anita Mattson – Professor Product Portal

Boronate ureas benefit from internal Lewis acid coordination of the urea cabonyl oxygen and the strategically placed boron. As a result of this structural feature, boronate ureas can be rendered more acidic than conventional urea hydrogen bond donor catalysts.

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